[(1S)-1-[(1S,2R,5R,6R,10R,11S,13S,16S)-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,14,17-trioxo-11-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-16-yl]-2-methoxy-2-oxoethyl] 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

Details

• Internal ID: 59bde481-b98b-45f0-830f-f30464df239a
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Triterpenoids > Limonoids
• IUPAC Name: [(1S)-1-[(1S,2R,5R,6R,10R,11S,13S,16S)-6-(furan-3-yl)-1,5,15,15-tetramethyl-8,14,17-trioxo-11-(3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy-7-oxatetracyclo[11.3.1.02,11.05,10]heptadecan-16-yl]-2-methoxy-2-oxoethyl] 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
• SMILES (Canonical): CC1(C(C2(C3CCC4(C(C3(CC(C1=O)C2=O)OC(=O)C(C5=CC=CC=C5)(C(F)(F)F)OC)CC(=O)OC4C6=COC=C6)C)C)C(C(=O)OC)OC(=O)C(C7=CC=CC=C7)(C(F)(F)F)OC)C
• SMILES (Isomeric): C[C@@]12CC[C@@H]3[C@@]4([C@H](C(C(=O)[C@@H](C4=O)C[C@@]3([C@@H]1CC(=O)O[C@H]2C5=COC=C5)OC(=O)C(C6=CC=CC=C6)(C(F)(F)F)OC)(C)C)[C@@H](C(=O)OC)OC(=O)C(C7=CC=CC=C7)(C(F)(F)F)OC)C
• InChI: InChI=1S/C47H48F6O13/c1-40(2)33(32(37(57)60-5)65-38(58)44(61-6,46(48,49)50)26-14-10-8-11-15-26)42(4)29-18-20-41(3)30(22-31(54)64-36(41)25-19-21-63-24-25)43(29,23-28(34(40)55)35(42)56)66-39(59)45(62-7,47(51,52)53)27-16-12-9-13-17-27/h8-17,19,21,24,28-30,32-33,36H,18,20,22-23H2,1-7H3/t28-,29+,30+,32-,33-,36-,41+,42+,43+,44?,45?/m0/s1
• InChI Key: QKKCECYTHOKULT-ZRSWYAKASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₇H₄₈F₆O₁₃
• Molecular Weight: 934.90 g/mol
• Exact Mass: 934.29991055 g/mol
• Topological Polar Surface Area (TPSA): 171.00 Ų
• XlogP: 7.90
• Atomic LogP (AlogP): 7.70
• H-Bond Acceptor: 13
• H-Bond Donor: 0
• Rotatable Bonds: 11

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9921	99.21%
Caco-2	-	0.8445	84.45%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7339	73.39%
OATP2B1 inhibitior	-	0.5849	58.49%
OATP1B1 inhibitior	+	0.6929	69.29%
OATP1B3 inhibitior	+	0.9381	93.81%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.9960	99.60%
P-glycoprotein inhibitior	+	0.7981	79.81%
P-glycoprotein substrate	+	0.6824	68.24%
CYP3A4 substrate	+	0.7359	73.59%
CYP2C9 substrate	+	0.6112	61.12%
CYP2D6 substrate	-	0.8388	83.88%
CYP3A4 inhibition	-	0.7895	78.95%
CYP2C9 inhibition	-	0.7576	75.76%
CYP2C19 inhibition	-	0.7912	79.12%
CYP2D6 inhibition	-	0.9363	93.63%
CYP1A2 inhibition	-	0.8144	81.44%
CYP2C8 inhibition	+	0.8525	85.25%
CYP inhibitory promiscuity	-	0.8980	89.80%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9038	90.38%
Carcinogenicity (trinary)	Non-required	0.4782	47.82%
Eye corrosion	-	0.9854	98.54%
Eye irritation	-	0.9019	90.19%
Skin irritation	-	0.7835	78.35%
Skin corrosion	-	0.8817	88.17%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8291	82.91%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.5390	53.90%
skin sensitisation	-	0.8745	87.45%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5500	55.00%
Nephrotoxicity	+	0.6466	64.66%
Acute Oral Toxicity (c)	III	0.3938	39.38%
Estrogen receptor binding	+	0.7875	78.75%
Androgen receptor binding	+	0.7819	78.19%
Thyroid receptor binding	+	0.6741	67.41%
Glucocorticoid receptor binding	+	0.7671	76.71%
Aromatase binding	+	0.6367	63.67%
PPAR gamma	+	0.7822	78.22%
Honey bee toxicity	-	0.7089	70.89%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9969	99.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.43%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.16%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	96.30%	90.17%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	95.25%	82.69%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.32%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.28%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	91.40%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	91.36%	99.23%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.86%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.61%	94.45%
CHEMBL255	P29275	Adenosine A2b receptor	89.51%	98.59%
CHEMBL3137262	O60341	LSD1/CoREST complex	89.03%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	88.43%	97.25%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.22%	83.00%
CHEMBL5028	O14672	ADAM10	88.11%	97.50%
CHEMBL2581	P07339	Cathepsin D	87.25%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	86.47%	93.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.32%	95.56%
CHEMBL3713062	P10646	Tissue factor pathway inhibitor	84.82%	97.33%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.75%	94.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.47%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	80.10%	95.71%

Plants that contains it

• Khaya senegalensis

Cross-Links

• PubChem: 162817153
• LOTUS: LTS0184184
• wikiData: Q105223175